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The Entrepreneurial Spirit: Overcoming Failures and Embracing Learning with Jason Schappert

Writer: Sei SpiersSei Spiers

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In Episode 237 of The Leadership Project, Mick Spiers is joined by Jason Schappert, a serial entrepreneur and visionary in the technology sector for financial services. Jason is a paragon of success in the entrepreneurial world, having achieved his dreams through persistence, learning from failures, and leading with humility. This blog delves into key insights from their conversation, providing inspiration for aspiring entrepreneurs looking to navigate the tumultuous journey of building a successful business.



A Journey Born from Humble Beginnings


Jason's entrepreneurial journey began in the most unassuming of settings—a family-run pest control business. His parents, having started their venture in 1991, taught Jason the values of persistence and salesmanship from a young age. As Jason walked alongside his father, learning about the importance of lifelong learning and developing a passion for aviation, he unknowingly laid the foundation for his future entrepreneurial endeavors.



Learning from Failure and Building Resilience


Jason's story is one marked by overcoming adversity. He vividly recounts a nerve-wracking experience during his flight training, where a turbulent landing almost grounded his dreams of aviation. But guided by the resilience instilled by his parents and the belief that each adversity carries the seed of a greater advantage, Jason persevered, eventually becoming a respected figure in flight training. This lesson of persistence and the ability to learn from failure has been paramount to Jason's success.



Manifestation Through Action


Jason emphasizes the importance of not only dreaming big but also taking prolific action towards those dreams. He discusses the necessity of course corrections, both in aviation and business, as critical steps in achieving success. Drawing inspiration from books like Napoleon Hill's "Think and Grow Rich," Jason advocates for a mindset where dreams are not just envisioned but systematically pursued through consistent, actionable steps.



Communication and Humility in Leadership


As a leader, Jason highlights the significance of humility and effective communication. He notes that successful leaders share their own learning experiences with their teams, fostering a learning culture. By admitting mistakes and openly discussing lessons learned, leaders can cultivate an environment where everyone is empowered to grow and contribute towards the collective goal.



The Birth of Moolah: A New Chapter


After a successful exit from his aviation business, Jason, together with his wife, embarked on a new venture: Moolah. This financial technology startup, designed to empower individuals in managing their finances, is a testament to Jason's skills as both an educator and entrepreneur. Moolah provides tools for practical financial management, aiming to teach users the principles of budgeting, savings, and investment in an interactive and accessible manner.



Parting Thoughts and Inspirations


Jason's journey from a young boy learning sales in a pest-control business to a leading figure in financial technology serves as a powerful reminder that success is a marathon, not a sprint. His insights on resilience, learning from failure, and the importance of humility in leadership offer valuable takeaways for both seasoned entrepreneurs and those at the starting line.


For those interested in following Jason's journey with Moolah or learning more about his experiences, you can find more on social media under Moolah Copilot. With each post and update, Jason continues to inspire and teach, embodying the lessons learned from his rich tapestry of entrepreneurial experiences.


In closing, Jason Schappert stands as a beacon of what can be achieved through dreams grounded in action, continuous learning, and unwavering tenacity. Whether it's piloting a plane or steering a business, Jason’s story showcases that with the right mindset, the sky really is the limit.


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